
Vacation rentals with lake access in Southold
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Top-rated lake-access accommodations in Southold
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Popular amenities for Southold lake-access rentals
Lake-access house rentals

Relax & Rejuvenate in this 1920s Riverfront Estate
My family and I have rented several homes for vacation over the years, but this home is truly a special place. The property is gorgeous! The views are amazing, and we enjoyed spending many hours taking it all in. Lots of wildlife to observe and the private hiking trail was a great bonus. The house itself was wonderful…a unique mix of history, art, music, and modern technology. Everything was high-end and excellent quality. The bed in the master bedroom was the most comfortable we have ever slept in away from home. The house was extremely clean and had everything you would ever need and plenty of it. We have never seen a vacation house with so many extra linens, toilet paper, Kleenex, coffee, etc. We were so impressed! Hector is an exceptional host, friendly and responsive. His home is incredibly peaceful, a true sanctuary. We are so very grateful that we chose this house for our family vacation. Thank you, Hector!

Cove View Cottage - Explore Beaches, Cove, Creek
This is such a charming cottage. My favorite was that we sat out on the beautiful back deck and enjoyed a nice glass of wine and talking. We were very close to everything we had planned for the weekend. I hope we can stay here again! Absolutely loved it!

Blue Bungalow W/ Marina Views
We really enjoyed our stay at Jonathan’s place, especially because he allowed us to bring our dogs! Comfortable furniture, cool location across from the marina, and a peaceful backyard. Thank you!!

1940’s Westhampton renovated bungalow
Sarah was wonderful as a host and the home was very well maintained in a beautiful neighborhood. Thank you!

Beachfront Retreat - 5BR Home with Stunning Views
Amazing place , impressive host, Good people. Nichole was great.

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
We needed a comfortable road trip stop with laundry, so this worked well for us. Just a little away from town on a quiet street. The beds were VERY firm, but we still slept fine, so if you need a soft bed you should be aware. Good stay overall!

East end home away from home
We had a lovely stay! Taylor was very kind and helpful throughout the booking process and we just loved her little place! Peaceful and safe location that felt very safe and just a quick walk /bikeride down to the beach to watch the sunset. Thankyou!

Secret Seaside Stone Cottage
I've stayed in a ton of Air Bnbs and can honestly say Kim was the most gracious host I've ever encountered. She left out new craft kids for the kids in our family, was incredibly communicative and responsive, provided a ton of games and activities on-site and even asked what temperature we'd prefer the hot tub. The house was clean and so well-stocked with anything you could need for home cooked meals. The linens and bedding were super comfortable, the fire places were cozy and the bird-watching from the deck was lovely. Can't say enough good things about this stay. Highly recommend!
Lake-access apartment rentals

Beach Suite - 1Bdrm
Always enjoy my stay

Private Apartment. Close to main st!
Perfect place for our little family to stay while we visited my brother’s family. Easy to find, we were greeted by the host and even had some treats waiting inside. We had to cut our trip short due to my son getting sick, but would definitely stay here again.

Lovely 2-bedroom apartment in a historic home
We had a very enjoyable time in the apartment. Everything was as described. Would come back without hesitation.

Fair Haven Heights Entire 1 Bedroom Apartment
Ricardo’s place was truly incredible. It’s such a cozy, clean and convenient spot located in a very good area. Had everything you need and have a very home-like feel. I was visiting my girlfriend for our anniversary and the weather wasn’t the greatest outside but that didn’t bother us one bit. We were comfortable cooking and eating at home and we had everything to make that happen. Ricardo and his wife were so kind and flexible with us. We would love to come back in the summertime and fully enjoy their spot again because there are great views in the backyard by the water. Well worth the price of admission. Thank you Ricardo and family. We will definitely be back if you’ll have us! Cheers 🥂

New Haven East Haven Border Inn
Kimberly was a wonderful host. She promptly answered any questions we had concerning the reservation. She made sure our stay was comfortable. She even went above beyond by leaving complimentary snacks.

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Amazing views! Beach. Glamping. Camp store and great pizza place.

Hotel-Style Studio in Ronkonkoma
Loved my stay!! 10/10 would stay again. Perfect stay for a single person and the hosts were amazing. Even came with toiletries and snacks! Definitely worth it!
Lake-access cottage rentals

Beach and Wine Time Country Cottage
Deb’s place was very peaceful, comfortable, and well appointed. We immediately felt at home and enjoyed the interesting decor and personal style. It felt like staying in your own bed and breakfast. There were so many places to relax, and the front and back porches were so welcoming. The location can’t be beat if you want to check out the local wineries, farmstands, and great restaurants. An easy walk across the street to Peconic Bay, you can see from the upstairs bedroom. Kitchen was well appointed with everything you would need for cooking. Short ride to markets, farmstands, and Love Lane for shops and restaurants, about 20 minutes to Greenport.

Head of Pond House - Waterfront Cottage
I had the pleasure of staying at this charming cottage nestled in a private property, and it was an absolute delight from start to finish. The host went above and beyond to ensure my comfort, offering warm hospitality that made me feel truly welcomed. The cottage itself was exactly as depicted in the photos—cozy, clean, and full of character. Nestled in a serene setting, it provided the perfect backdrop for a relaxing getaway from the city. Every detail, from the tasteful decor to the well-maintained amenities, contributed to a peaceful and rejuvenating stay. I highly recommend this lovely little cottage to anyone seeking a tranquil escape with a host who genuinely cares about their guests' experience.

Spectacular Water Views! Swim, kayak, nature.
My friends and I stayed at Richard's cottage for the long weekend (4th of July) and we had a blast. The view of the lake from the living room was amazing, and the place was cute (even cuter than the pics) and comfortable with everything we needed, we all had a great sleep since it's so peaceful around the area, and the beds were really comfortable same as the big sofa. The cottage was perfect for the 3 of us and our 2 pups. We enjoyed the sunset from the lake and went for a swim a couple of times, the water was delicious. Richard was very good at communicating; he was very responsive, he helps us with the beach essentials, provided guidance, and great recommendations around the area. We are already planning on returning and getting both cottages this time, hoping are available for our next trip!

Beautiful Waterfront Cottage
I loved staying at Walter’s place! It was safe for my kids, a nice big back yard! The house was clean, the instructions were clear. Overall it made my stay nice, safe and comfortable! Thank you!

Private Waterfront Hamptons Cottage
We had a wonderful stay! The cottage is adorable, very clean, well-maintained, and very comfortable. Has a warm "homey" feel from the moment you walk inside. Big windows with lots of natural sunlight and views of the beautiful lake and landscape. The neighborhood is very peaceful and quiet, perfect for relaxing and sitting outside. Robert was a gracious host... very friendly and had excellent communication throughout. We're very happy to have found this place and would definitely stay there again!

Unique Lakefront cottage walk 2 Kenney's beach
Jean Marc’s cottage is a cozy and convenient hideaway at the beach. The cottage is simple but has all the necessary amenities for a comfortable stay, with kitchen utensils, beach chairs, and a picnic table facing the pond. My partner and I loved being able to walk 5 minutes to the beach and to little fish restaurant. Jean Marc was a lovely and responsive host, making the whole experience a breeze. Thanks for a great stay!

Ocean View Cottage: Yale, Beach, Golf & WeddingPic
great place for a weekend getaway. the views are stunning and Michelle is so accommodating! thank you!
Quick stats about vacation rentals with lake access in Southold
Total rentals
20 properties
Nightly prices starting at
$275 CAD before taxes and fees
Total number of reviews
570 reviews
Family-friendly rentals
20 properties are a good fit for families
Wifi availability
20 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Ocean Beach Park
- Cooper's Beach, Southampton
- Dunewood
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Quotonset Beach
- Giants Neck Beach
- Seaside Beach
- Amagansett Beach
- Sunken Meadow State Park
- Woodmont Beach
- Blue Shutters Beach
- Clinton Town Beach
- Jennings Beach
- Shennecossett Beach
- Connetquot River State Park Preserve